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lafutidine

Molecular FormulaC₂₂H₂₉N₃O₄S
Average mass431.548 Da
Monoisotopic mass431.187866 Da
ChemSpider ID4445337

- Double-bond stereo

More details:

Featured data source

Names and Synonyms
Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(±)-2-(Furfurylsulfinyl)-N-(4-(4-(piperidinomethyl)-2-pyridyl)oxy-(Z)-2-butenyl)acetamide

(Z)-2-((2-Furanylmethyl)sulfinyl)-N-(4-((4-(1-piperidinylmethyl)-2-pyridinyl)oxy)-2-butenyl)acetamide

(Z)-2-((Furan-2-ylmethyl)sulfinyl)-N-(4-((3-(piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-yl)acetamide

118288-08-7 [RN]

2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]acetamide

2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]-acetamide

2-[(2-Furylmethyl)sulfinyl]-N-[(2Z)-4-{[4-(1-piperidinylmethyl)-2-pyridinyl]oxy}-2-buten-1-yl]acetamid [German] [ACD/IUPAC Name]

2-[(2-Furylmethyl)sulfinyl]-N-[(2Z)-4-{[4-(1-piperidinylmethyl)-2-pyridinyl]oxy}-2-buten-1-yl]acetamide [ACD/IUPAC Name]

2-[(2-Furylméthyl)sulfinyl]-N-[(2Z)-4-{[4-(1-pipéridinylméthyl)-2-pyridinyl]oxy}-2-butén-1-yl]acétamide [French] [ACD/IUPAC Name]

2-[(2-Furylmethyl)sulfinyl]-N-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]acetamide

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2-[(Furan-2-ylmethyl)sulfinyl]-N-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]acetamid

2-[(furan-2-ylmethyl)sulfinyl]-N-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]acetamide

AC2957000

Acetamide, 2-[(2-furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]- [ACD/Index Name]

lafutidine [INN] [Wiki]

MFCD00867520 [MDL number]

(+)-2-[(2-furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]-acetamide

(Z)-2-((Furan-2-ylmethyl)sulfinyl)-N-(4-((4-(piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-yl)acetamide

[118288-08-7] [RN]

118288-08-7 (free base)

118288-08-7?

2-((2-furanylmethyl)sulfinyl)-n-((2z)-4-((4-(1-piperidinylmethyl)-2-pyridinyl)oxy)-2-buten-1-yl)acetamide

2-((Furan-2-ylmethyl)sulfinyl)-N-(4-((4-(piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-yl)acetamide

2-(2-furanylmethylsulfinyl)-N-[2-hydroxy-4-[4-(4-piperidinylmethyl)-2-pyridinyl]but-1-enyl]acetamide

2-(furan-2-ylmethylsulfinyl)-N-[(Z)-4-[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxybut-2-enyl]acetamide

2-[(furan-2-yl)methanesulfinyl]-N-[(2Z)-4-({4-[(piperidin-1-yl)methyl]pyridin-2-yl}oxy)but-2-en-1-yl]acetamide

Acetamide, 2-((2-furanylmethyl)sulfinyl)-N-(4-((4-(1-piperidinylmethyl)-2-pyridinyl)oxy)-2-butenyl)-, (Z)-

Acetamide, 2-[(2-furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]-, (+)-

FRG-8813;Protecadin;Stogar

lafutidina

Lafutidine (JP17/INN)

Lafutidine free base

lafutidinum

MFCD21607521 [MDL number]

n-(4-(4-piperidinylmethyl)pyridyl-2-oxy)butenyl-2-(furfurylsulfinyl)acetamide

Protecadin

RAC LAFUTIDINE

rac lafutidine|Lafutidine

RAC TRANS-LAFUTIDINE

Stogar

TL8000499

лафутидин [Russian]

لافوتيدين [Arabic]

拉呋替丁 [Chinese]

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

49S4O7ADLC [DBID]

7173 [DBID]

FRG 8813 [DBID]

UNII:49S4O7ADLC [DBID]

D01131 [DBID]

FRG-8813 [DBID]

Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon
Predicted - Mcule

Experimental Physico-chemical Properties
- Experimental Solubility:
  
  10 mM in H2O MedChem Express HY-B0160
  
  DMSO 86 mg/mL (199 mM); Water <1 mg/mL (<1 mM) MedChem Express HY-B0160

Miscellaneous

Target Organs:

Histamine Receptor TargetMol T0081

Bio Activity:

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density:	1.3±0.1 g/cm³
Boiling Point:	704.2±60.0 °C at 760 mmHg
Vapour Pressure:	0.0±2.2 mmHg at 25°C
Enthalpy of Vaporization:	103.0±3.0 kJ/mol
Flash Point:	379.7±32.9 °C
Index of Refraction:	1.599
Molar Refractivity:	117.7±0.3 cm³
#H bond acceptors:	7
#H bond donors:	1
#Freely Rotating Bonds:	11
#Rule of 5 Violations:	0

ACD/LogP:	1.10
ACD/LogD (pH 5.5):	-0.37
ACD/BCF (pH 5.5):	1.00
ACD/KOC (pH 5.5):	2.35
ACD/LogD (pH 7.4):	1.16
ACD/BCF (pH 7.4):	3.91
ACD/KOC (pH 7.4):	78.57
Polar Surface Area:	104 Å²
Polarizability:	46.7±0.5 10^-24cm³
Surface Tension:	59.9±3.0 dyne/cm
Molar Volume:	344.6±3.0 cm³

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  1.85

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  614.76  (Adapted Stein & Brown method)
    Melting Pt (deg C):  266.20  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.85E-014  (Modified Grain method)
    Subcooled liquid VP: 3.03E-011 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  4.547
       log Kow used: 1.85 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3.9356e+005 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Vinyl/Allyl Ethers

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.99E-023  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.554E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.85  (KowWin est)
  Log Kaw used:  -20.486  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.336
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5243
   Biowin2 (Non-Linear Model)     :   0.1150
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6642  (recalcitrant)
   Biowin4 (Primary Survey Model) :   3.2009  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1710
   Biowin6 (MITI Non-Linear Model):   0.0024
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.2440
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  4.04E-009 Pa (3.03E-011 mm Hg)
  Log Koa (Koawin est  ): 22.336
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  743 
       Octanol/air (Koa) model:  5.32E+009 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 355.2452 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 362.8452 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   21.678 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   21.224 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    13.000000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    20.000000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =   126.941 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    82.512 Min (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3.814E+005
      Log Koc:  5.581 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.725 (BCF = 5.31)
       log Kow used: 1.85 (estimated)

 Volatilization from Water:
    Henry LC:  7.99E-023 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.522E+019  hours   (6.343E+017 days)
    Half-Life from Model Lake : 1.661E+020  hours   (6.919E+018 days)

 Removal In Wastewater Treatment:
    Total removal:               2.13  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     2.03  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       2.23e-011       0.539        1000       
   Water     27.6            4.32e+003    1000       
   Soil      72.3            8.64e+003    1000       
   Sediment  0.0947          3.89e+004    0          
     Persistence Time: 2.64e+003 hr

Click to predict properties on the Chemicalize site

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lafutidine

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